Ortho-oxymonoazo dye.



UNITED srArns PATENT OFFICE.

FRIEDRICH SCHMIDT AND KARL SCHIRMACHER, OF HCCHST-ON-THE MAIN, GERMANY, ASSIGNORS TO FARBWERKE, VORM. MEISTER, LUCIUS & BRUNING, OF HCCHST-ON-THF-h IAIN, GERMANY, A COR- ORTHO-OXYMONOAZO DYE.

Specification of Letters Patent.

Patented July 17, 1906.

Application filed August 4:, 1905. Serial No. 272,631.

To all whom it may concern.-

Be it known that we, FRIEDRICH SCHMIDT, Ph. D., and KARL SOHIRMACHER, Ph. D., chemists, citizens of the Empire of Germany, residing at Hochst-on-thaMain, Germany, have invented certain new and useful Improvements in the Manufacture of Ortho- Oxymonoazo Dyestuffs, of which the follow-- ing is a specification.

We have found that by combining the diazo compound .of 'ortho-amidometa-xylenol (CH :CH :OHNH 1 :3 :4 :5)with 1 :8 :3 :6- dioXynaphthalenedisulfonic acid,

following formula:

(1) CH3 CcHz CH3 H OH (5) N:N(2)-O10H3 (8) (3) SO3Na (6) 803N211 Example: 13.7 kilograms of ortho-amidometa-Xylenol (CH :CH :OH NH 113:4:5) are dissolved in Water while adding thirty kilograms of hydrochloric acid of about 20 Baum and diazotized at about 05 centigrade with 6.9 kilograms of nitrite. This diazo solution is gradually introduced into a solution of thirty-eight kilograms of the disodium salt of chromotropic acid,

thirty kilograms of finely-divided hydrate of lime having been stirred in. After twentyfour hours the formation of the dyestuff is complete. It may be isolated by acidifying with hydrochloric acid and precipitating the dyestuff with common salt.

When dry, the dyestuff is a black powder of bronze luster soluble in water with a red color. This solution turns violet-blue on adding a solution of sodium carbonate, while dilute hydrochloric acid hardly produces any change in the color. In concentrated suli'nric acid the dyestuff dissolves with a violetblue color. It dyes Wool blue-red in an acidbath. The dyeing of the chrome-lake is blue. By reducing with tin and hydrochloric acid the dyestuff is splitted into ortho-amido-meta-Xylenol and amidochromotropic acid.

Having now described our invention, what we claim is- As a new product, the ortho-oxymonoazo dyestufl having as a sodium salt the formula:

3 N:N 2 8g CGH3 CIOHB sosNa (1) (6) 30.21%.

being a reddish-violet powder, soluble in water with a red color; the aqueous solution becomes blue-violet on addition of a solution of sodium carbonate; on addition of dilute hydrochloric acid hardly any change is produced in the color; in concentrated sulfuric acid the dyestufl dissolves with a blue-violet color 5 on reducing with tin and hydrochloric acid the dyestuff is split into ortho-amidopara-cresol and amido-ol1romotropic acid; it dyes wool blue-red in an acid-bath, the dyein of the chrome-lake being blue.

in testimony that we claim the foregoing as our invention we have signed our names in presence of two subscribing witnesses.

FRIEDRICH SCHMIDT. KARL SCHIRMACHER. Witnesses:

ALFRED BRISBOIS, BERNHARD LEYDEOKER. 

